Methyl 9,14-dihydroxy-14-(hydroxymethyl)-5,10-dimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

Details

• Internal ID: 8e6c1a08-6009-43f1-afbd-317cd5000a47
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Acyloins
• IUPAC Name: methyl 9,14-dihydroxy-14-(hydroxymethyl)-5,10-dimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2(CCC(C3)C(C4=O)(CO)O)C)O)C(=O)OC
• SMILES (Isomeric): CC1(CCCC2(C1CCC34C2(CCC(C3)C(C4=O)(CO)O)C)O)C(=O)OC
• InChI: InChI=1S/C21H32O6/c1-17(16(24)27-3)7-4-8-21(26)14(17)6-10-19-11-13(5-9-18(19,21)2)20(25,12-22)15(19)23/h13-14,22,25-26H,4-12H2,1-3H3
• InChI Key: ACKZAEGRHFFRER-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₆
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.21988874 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9361	93.61%
Caco-2	+	0.7421	74.21%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8025	80.25%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.8661	86.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8292	82.92%
BSEP inhibitior	-	0.7123	71.23%
P-glycoprotein inhibitior	-	0.8610	86.10%
P-glycoprotein substrate	-	0.6725	67.25%
CYP3A4 substrate	+	0.6686	66.86%
CYP2C9 substrate	-	0.6029	60.29%
CYP2D6 substrate	-	0.8373	83.73%
CYP3A4 inhibition	-	0.7383	73.83%
CYP2C9 inhibition	-	0.7833	78.33%
CYP2C19 inhibition	-	0.8170	81.70%
CYP2D6 inhibition	-	0.9704	97.04%
CYP1A2 inhibition	-	0.7458	74.58%
CYP2C8 inhibition	-	0.8267	82.67%
CYP inhibitory promiscuity	-	0.9812	98.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7407	74.07%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9418	94.18%
Skin irritation	-	0.5873	58.73%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5251	52.51%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6224	62.24%
skin sensitisation	-	0.9398	93.98%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6098	60.98%
Acute Oral Toxicity (c)	III	0.4292	42.92%
Estrogen receptor binding	+	0.8411	84.11%
Androgen receptor binding	+	0.7108	71.08%
Thyroid receptor binding	+	0.6572	65.72%
Glucocorticoid receptor binding	+	0.7116	71.16%
Aromatase binding	+	0.7213	72.13%
PPAR gamma	-	0.6248	62.48%
Honey bee toxicity	-	0.8915	89.15%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9513	95.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.33%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.12%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.97%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.24%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.94%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.82%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	90.09%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.42%	95.89%
CHEMBL1871	P10275	Androgen Receptor	85.91%	96.43%
CHEMBL4040	P28482	MAP kinase ERK2	85.80%	83.82%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.68%	93.04%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.01%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.82%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.64%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.13%	95.50%
CHEMBL2664	P23526	Adenosylhomocysteinase	82.26%	86.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.08%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	81.83%	94.75%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.55%	91.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.29%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.88%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.53%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.16%	95.56%

Plants that contains it

• Parinari sprucei

Cross-Links

• PubChem: 162904173
• LOTUS: LTS0039349
• wikiData: Q104909159